4-Amino-3,5-dibromobenzotrifluoride

Base Information

• Chemical Name: 4-Amino-3,5-dibromobenzotrifluoride
• CAS No.: 72678-19-4
• Molecular Formula: C7H4Br2F3N
• Molecular Weight: 318.919
• Hs Code.: 29214300
• European Community (EC) Number: 623-441-6
• DSSTox Substance ID: DTXSID60222988
• Nikkaji Number: J2.718.730G
• Wikidata: Q72465202
• Mol file: 72678-19-4.mol

Synonyms:2,6-Dibromo-4-(trifluoromethyl)aniline;72678-19-4;4-Amino-3,5-dibromobenzotrifluoride;MFCD00068181;Benzenamine, 2,6-dibromo-4-(trifluoromethyl)-;SCHEMBL964964;DTXSID60222988;AMY10448;2,6-dibromo-4-trifluoromethyl aniline;AKOS005254870;PS-7054;CS-0157746;FT-0617477;2,6-Dibromo-4-(trifluoromethyl)aniline, 97%;A837596

Chemical Property of 4-Amino-3,5-dibromobenzotrifluoride

Chemical Property:

• Appearance/Colour: white crystals
• Melting Point: 34-38 °C(lit.)
• Refractive Index: 1.4640 (estimate)
• Boiling Point: 243.6 °C at 760 mmHg
• PKA: -1.36±0.10(Predicted)
• Flash Point: 101.1 °C
• PSA: 26.02000
• Density: 2.023 g/cm³
• LogP: 4.39380
• Storage Temp.: Room temperature.
• Water Solubility.: Insoluble in water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 318.86421
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dibromo-4-(trifluoromethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)N)Br)C(F)(F)F
• Uses: Used in enantio-and diastereoselective addition reation.

Technology Process of 4-Amino-3,5-dibromobenzotrifluoride

There total 3 articles about 4-Amino-3,5-dibromobenzotrifluoride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

4-trifluoromethylphenylamine (455-14-1) → 2,6-dibromo-4-trifluoromethylaniline (72678-19-4)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In water; at 20 ℃; for 8h; Darkness;

DOI:10.1016/j.tet.2009.03.034

Reference yield: 88.0%

4-trifluoromethylphenylamine (455-14-1) → 2,6-dibromo-4-trifluoromethylaniline (72678-19-4) + 4-amino-3-bromobenzotrifluoride (57946-63-1)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In water; at 20 ℃; for 8h; Darkness;

DOI:10.1016/j.tet.2009.03.034

Reference yield: 75.0%

4-amino-3-bromobenzotrifluoride (57946-63-1) → 2,6-dibromo-4-trifluoromethylaniline (72678-19-4)

Guidance literature:

With bromine; acetic acid; at 20 ℃; for 3h; Inert atmosphere;

upstream raw materials:

4-trifluoromethylphenylamine

4-amino-3-bromobenzotrifluoride

Downstream raw materials:

(2,6-dibromo-4-trifluoromethyl-phenyl)hydrazine

C₅₈H₃₈F₆N₂

C₁₅H₂₄F₃NO₆P₂

2,6-dimethyl-4-(trifluoromethyl)benzeneamine hydrochloride

Refernces

• 1、 Delany, Eoghan G.,Connon, Stephen J.. "Enantioselective N-heterocyclic carbene-catalysed intermolecular crossed benzoin condensations: Improved catalyst design and the role of in situ racemisation". supporting information. p. 248 - 258. Retrieved 2021/01/14.
• 2、 Ageshina, Alexandra A.,Chesnokov, Gleb A.,Topchiy, Maxim A.,Alabugin, Igor V.,Nechaev, Mikhail S.,Asachenko, Andrey F.. "Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides". supporting information. p. 4523 - 4534. Retrieved 2019/05/17.